NP-MRD: Showing NP-Card for 6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid (NP0216928)

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Record Information

Version

2.0

Created at

2022-09-05 17:05:27 UTC

Updated at

2022-09-05 17:05:27 UTC

NP-MRD ID

NP0216928

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid

Description

3Beta-hydroxy-12beta-acetoxyganodernoid D belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 3beta-hydroxy-12beta-acetoxyganodernoid D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052219052D          

 41 44  0  0  1  0            999 V2000
    4.3734    1.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    0.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0144    0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -0.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -0.9507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7173   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624    0.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -1.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4202   -2.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8682   -2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -3.5746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -2.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063   -1.8338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0007   -1.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0295   -2.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2556   -0.8777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0626   -0.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2964   -0.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034   -0.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3583   -1.2207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9103   -0.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.3484    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7423   -3.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6397   -3.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3041   -3.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467   -2.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -2.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474   -1.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618   -2.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618   -0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    0.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6763   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3908   -0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3908    0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -0.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   -1.6584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -1.7353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3923   -1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  1  0  0  0
  9 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  4  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 28 40  1  0  0  0  0
  5 40  1  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END

     RDKit          3D

 83 86  0  0  0  0  0  0  0  0999 V2000
    2.1740   -2.5117   -3.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4525   -2.4409   -1.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1753   -3.4744   -1.3437 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0872   -1.2350   -1.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4067   -0.9616   -0.2737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0590   -0.6979   -0.6760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4572   -1.2433   -1.6959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8616    0.1611    0.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4607    0.5485    1.3635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4527    1.0211    2.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0578    1.4189    3.4417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9083    1.0442    2.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1798    0.1949    0.7735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5911    0.1564    0.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4077    1.3516    0.8966 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5238   -1.6547    0.8297 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9194   -2.8065   -0.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2025   -0.8852   -1.8923 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2615   -1.7606   -1.2866 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8171    0.2207    0.4571 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6466    1.4874   -0.4073 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2930    1.4906    1.9782 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8534    0.6509   -2.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9470    2.7114    0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1381   -1.1132    2.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
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 25 23  1  0
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  9  8  2  0
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  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
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  5 40  1  0
 40 41  1  6
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 21 22  1  6
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 31 72  1  0
 31 73  1  0
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 30 71  1  0
 27 67  1  0
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 24 64  1  0
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  5 45  1  1
  1 42  1  0
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 41 81  1  0
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 22 61  1  0
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 16 52  1  0
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 16 54  1  0
 13 48  1  1
 12 46  1  0
 12 47  1  0
 39 80  1  0
M  END


  Mrv1652309052219052D          

 41 44  0  0  1  0            999 V2000
    4.3734    1.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8214    0.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0144    0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0763   -0.3376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5243   -0.9507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7173   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624    0.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1653   -1.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4202   -2.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8682   -2.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -3.5746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -2.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8063   -1.8338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0007   -1.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0295   -2.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8177   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3583   -1.2207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9103   -0.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -2.3484    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7423   -3.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6397   -3.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3041   -3.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467   -2.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5329   -2.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474   -1.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618   -2.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2474   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618   -0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618    0.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6763   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3908   -0.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3908    0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   -0.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8197   -0.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1052   -1.6584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -1.7353    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3923   -1.1833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  8 21  1  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  1  0  0  0
  9 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  4  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 28 40  1  0  0  0  0
  5 40  1  0  0  0  0
 23 40  1  0  0  0  0
 40 41  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0216928

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC(=O)CC(C)=C1CC(=O)[C@@]2(C)C3=C(C(=O)[C@@H](OC(C)=O)[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O9/c1-15(11-18(34)12-16(2)28(39)40)19-13-23(37)32(8)24-20(35)14-21-29(4,5)22(36)9-10-30(21,6)25(24)26(38)27(31(19,32)7)41-17(3)33/h16,21-22,27,36H,9-14H2,1-8H3,(H,39,40)/t16?,21-,22-,27+,30-,31-,32-/m0/s1

> <INCHI_KEY>
BYMQXXZOAXLVHU-DCSIRACSSA-N

> <FORMULA>
C32H42O9

> <MOLECULAR_WEIGHT>
570.679

> <EXACT_MASS>
570.282882932

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
60.4903996858642

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-[(2S,5S,7R,11R,15R,16S)-16-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyl-9,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-ylidene]-2-methyl-4-oxoheptanoic acid

> <JCHEM_LOGP>
3.143639253666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.946053178068848

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.1272052180992285

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7785809105516089

> <JCHEM_POLAR_SURFACE_AREA>
152.10999999999999

> <JCHEM_REFRACTIVITY>
149.1801

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6-[(2S,5S,7R,11R,15R,16S)-16-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyl-9,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-ylidene]-2-methyl-4-oxoheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       8.164   1.979   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.133   0.834   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.627   1.155   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.609  -0.630   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.579  -1.775   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.072  -1.454   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.596   0.010   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.042  -2.599   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.518  -4.064   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.487  -5.208   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.963  -6.673   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.981  -4.888   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.505  -3.423   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.001  -3.103   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.055  -4.642   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.526  -3.317   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.477  -1.638   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.984  -1.318   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.553  -0.494   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.060  -0.814   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.535  -2.279   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.566  -1.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.024  -4.384   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.119  -5.630   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.794  -5.717   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.168  -7.124   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.300  -5.397   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.461  -3.866   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.795  -3.096   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.129  -3.866   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.795  -1.556   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.129  -0.786   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.129   0.754   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      12.462  -1.556   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.796  -0.786   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.796   0.754   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.130  -1.556   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      16.463  -0.786   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      15.130  -3.096   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       7.055  -3.239   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.199  -2.209   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   40                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   21                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   21                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    8   13   22                                             
CONECT   22   21                                                            
CONECT   23    9   24   25   40                                             
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   40                                                  
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   28    5   23   41                                             
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   88    0
END

View in JSmol

Synonyms

Value	Source
3b-Hydroxy-12b-acetoxyganodernoid D	Generator
3Β-hydroxy-12β-acetoxyganodernoid D	Generator

Chemical Formula

C₃₂H₄₂O₉

Average Mass

570.6790 Da

Monoisotopic Mass

570.28288 Da

IUPAC Name

6-[(2S,5S,7R,11R,15R,16S)-16-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyl-9,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-ylidene]-2-methyl-4-oxoheptanoic acid

Traditional Name

6-[(2S,5S,7R,11R,15R,16S)-16-(acetyloxy)-5-hydroxy-2,6,6,11,15-pentamethyl-9,12,17-trioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-ylidene]-2-methyl-4-oxoheptanoic acid

CAS Registry Number

Not Available

SMILES

CC(CC(=O)CC(C)=C1CC(=O)[C@@]2(C)C3=C(C(=O)[C@@H](OC(C)=O)[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3=O)C(O)=O

InChI Identifier

InChI=1S/C32H42O9/c1-15(11-18(34)12-16(2)28(39)40)19-13-23(37)32(8)24-20(35)14-21-29(4,5)22(36)9-10-30(21,6)25(24)26(38)27(31(19,32)7)41-17(3)33/h16,21-22,27,36H,9-14H2,1-8H3,(H,39,40)/t16?,21-,22-,27+,30-,31-,32-/m0/s1

InChI Key

BYMQXXZOAXLVHU-DCSIRACSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
23-oxosteroid
Steroid ester
Steroid acid
14-alpha-methylsteroid
7-oxosteroid
3-beta-hydroxysteroid
Oxosteroid
15-oxosteroid
11-oxosteroid
Hydroxysteroid
3-hydroxysteroid
Steroid
Medium-chain keto acid
Gamma-keto acid
Cyclohexenone
Alpha-acyloxy ketone
Methyl-branched fatty acid
Hydroxy fatty acid
Branched fatty acid
Fatty acyl
Keto acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Ketone
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.14	ChemAxon
pKa (Strongest Acidic)	4.13	ChemAxon
pKa (Strongest Basic)	-0.78	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	152.11 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	149.18 m³·mol⁻¹	ChemAxon
Polarizability	60.49 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442273

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583547

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid (NP0216928)

MOL for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

3D MOL for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

3D SDF for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

3D-SDF for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

PDB for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

3D PDB for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

SMILES for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

INCHI for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

Structure for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)

3D Structure for NP0216928 (6-[(3ar,5ar,7s,9as,11s,11ar)-11-(acetyloxy)-7-hydroxy-3a,6,6,9a,11a-pentamethyl-3,4,10-trioxo-2h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-ylidene]-2-methyl-4-oxoheptanoic acid)